Synthesis, Characterization and Anticancer Evaluation of 1-(5-Substituted-1H-Indol-3-Yl)-3-(P-Substituted-Benzyl) Prop-2-En-1-One Derivatives

Abstract

Objectives: To synthesize and characterized new 1-(5-substituted-1H-indol-3-yl)-3-(p-substituted-benzyl) prop-2-en-1-one derivatives and screen their in-vitro anticancer activity.

Methods: By reacting 2-amino-5-substituted-benzaldehyde with derivatives of 1-chloropropan-2-one,1-(5-substituted-1H-indol-3-yl)-3-(p-substituted-benzyl)prop-2-en-1-one indole chalcone compounds were synthesized. Based on FT-IR, H¹ and C¹³ NMR, MS spectrum investigations, the newly synthesized compounds were described. Using the MTT assay, all the synthesized compounds were tested for their ability to inhibit the growth of human colorectal cells (HCT-116).

Results: According to FT-IR, H¹ and C¹³ NMR spectrum data, the indole substituted chalcone compounds (SBS1-7) were successfully synthesized by condensation method. A dose-dependent suppression of cell growth was produced by all synthesized substances. The IC₅₀ values for all synthesized compounds were obtained from range 10.70 to 553.94 μM. Among the synthesized chalcone compounds SBS3 and SBS4 were showed to be the most potent anticancer activity.

Conclusions: These findings suggested that chalcone derivatives having indole ring may serve as promising new targets for the development of anticancer drugs.